Flupentixol decanoateProduct ingredient for Flupentixol

Name
Flupentixol decanoate
Drug Entry
Flupentixol

Flupentixol is an antipsychotic drug of the thioxanthene group. It exists in two geometric isomers, the trans(E) and pharmacologically active cis(Z) forms. Flupentixol decanoate is one of the active ingredients found in injectable drug formulations: it is produced by esterification of cis(Z)‐flupentixol with decanoic acid.1 Flupentixol is an antagonist of both D1 and D2 dopamine receptors.1

Available as oral tablets or long-acting intramuscular injections, flupentixol is marketed under brand names such as Depixol and Fluanxol. It is approved for use in Canada and other countries around the world, but not in the US. It is used for the management of chronic schizophrenia in patients whose main manifestations do not include excitement, agitation or hyperactivity.11 It has been marketed to manage symptoms of depression in patients who may or may not exhibit signs of anxiety.14 In combination with melitracen, flupentixol is used to manage symptoms of anxiety, depression, and asthenia.13

Accession Number
DBSALT000928
Structure
Synonyms
Not Available
UNII
3B2FE28C1W
CAS Number
30909-51-4
Weight
Average: 588.77
Monoisotopic: 588.299734296
Chemical Formula
C33H43F3N2O2S
InChI Key
UIKWDDSLMBHIFT-UHFFFAOYSA-N
InChI
InChI=1S/C33H43F3N2O2S/c1-2-3-4-5-6-7-8-15-32(39)40-24-23-38-21-19-37(20-22-38)18-11-13-27-28-12-9-10-14-30(28)41-31-17-16-26(25-29(27)31)33(34,35)36/h9-10,12-14,16-17,25H,2-8,11,15,18-24H2,1H3
IUPAC Name
2-(4-{3-[2-(trifluoromethyl)-9H-thioxanthen-9-ylidene]propyl}piperazin-1-yl)ethyl decanoate
SMILES
CCCCCCCCCC(=O)OCCN1CCN(CCC=C2C3=CC=CC=C3SC3=C2C=C(C=C3)C(F)(F)F)CC1
Human Metabolome Database
HMDB0252396
PubChem Compound
6434100
ChemSpider
21229707
Wikipedia
Flupentixol
Predicted Properties
PropertyValueSource
Water Solubility0.000107 mg/mLALOGPS
logP7.21ALOGPS
logP8.75Chemaxon
logS-6.7ALOGPS
pKa (Strongest Basic)7.84Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area32.78 Å2Chemaxon
Rotatable Bond Count16Chemaxon
Refractivity174.15 m3·mol-1Chemaxon
Polarizability66.43 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon